반응 #558741

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2,6-dinitrobenzonitrile

isopropylamine

→

2-(isopropylamino)-6-nitrobenzonitrile

수율 35.7%

용매

DMF

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후처리

1. 1
   온도After cooling to room temperature
2. 2
   추출dilution with H2O and extraction with EtOAc, solvents of the combined organic phases
3. 3
   기타were evaporated
4. 4
   기타the residue was purified by flash chromatography (Biotage system, 80 g silicagel column)

실험 절차

To a solution of 2,6-dinitrobenzonitrile (0.58 g, 3.00 mmol) in DMF (6 mL) was added isopropylamine (0.71 g, 12.00 mmol) and the reaction mixture was stirred at 50° C. under nitrogen for ten minutes. After cooling to room temperature, dilution with H2O and extraction with EtOAc, solvents of the combined organic phases were evaporated and the residue was purified by flash chromatography (Biotage system, 80 g silicagel column) using a Hexane/EtOAc (3:2) solution as eluant, to give 2-(isopropylamino)-6-nitrobenzonitrile (0.22 g, 35%). 1H NMR (400 MHz, DMSO-d6) δ 1.20 (d, J=6.4 Hz, 6H), 3.85-3.80 (m, 1H), 5.94 (d, J=8.0 Hz, NH), 7.26 (d, J=9.0 Hz, 1H), 7.42 (d, J=9.0 Hz, 1H), 7.60 (t, J=8.8 Hz, 1H).

출처